Accéder au contenu
Merck
Toutes les photos(5)

Key Documents

View All Documentation

A5251

Sigma-Aldrich

3-Acetylpyridine adenine dinucleotide

≥85%

Synonyme(s) :

3 -Acetyl NAD, APADH, APAD

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(5)

About This Item

Formule empirique (notation de Hill):
C22H28N6O14P2
Numéro CAS:
86-08-8
Poids moléculaire :
662.44
Numéro MDL:
MFCD00078882
Code UNSPSC :
41106305
ID de substance PubChem :
24890959
Nomenclature NACRES :
NA.51

Source biologique

Porcine brain

Niveau de qualité

200

Pureté

≥85%

Forme

powder

Solubilité

water: 50 mg/mL, clear, colorless to faintly yellow

Température de stockage

−20°C

Chaîne SMILES 

CC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O

InChI

1S/C22H28N6O14P2/c1-10(29)11-3-2-4-27(5-11)21-17(32)15(30)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(31)18(33)22(41-13)28-9-26-14-19(23)24-8-25-20(14)28/h2-5,8-9,12-13,15-18,21-22,30-33H,6-7H2,1H3,(H3-,23,24,25,34,35,36,37)/t12-,13-,15-,16-,17-,18-,21-,22-/m1/s1

Clé InChI

KPVQNXLUPNWQHM-RBEMOOQDSA-N

Description générale

3-Acetylpyridine adenine dinucleotide is a crystalline solid. 3-Acetylpyridine adenine dinucleotide is a prominent electron transporter in various enzymatic activities in which it is alternately oxidized. APAD has a more significant oxidation potential than NAD. NAD analogues, APAD, were electrochemically more effectively reduced than genuine NAD, and the stability of their reduced products was also significantly higher than NADH. In transhydrogenation processes with NADH or NADPH, APAD also operates as a proton acceptor.

Application

Many molecules use 3-Acetylpyridine adenine dinucleotide as a signaling molecule, cofactor, or substrate. Various dehydrogenase processes use APAD instead of NAD as a hydrogen-accepting cofactor. The oxidative phosphorylation can be studied with ADAP. ADAP can also be used as a suitable substrate.

Actions biochimiques/physiologiques

APAD is an NAD analog with higher oxidation potential than NAD. It can substitute for NAD as a hydrogen-accepting cofactor in many dehydrogenase reactions; e.g. lactate dehydrogenase from Toxoplasma, Clonorchis, and Plasmodium, bacterial lipoamide dehydrogenase, as well as mammalian dehydrogenases. It can also act as a proton acceptor in various transhydrogenation reactions with NADH or NADPH.

Liaison

Analog of NAD

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

P D Bragg et al.
Archives of biochemistry and biophysics, 363(1), 182-190 (1999-03-02)
The pyridine nucleotide transhydrogenase carries out transmembrane proton translocation coupled to transfer of a hydride ion equivalent between NAD+ and NADP+. Previous workers (E. Holmberg et al. Biochemistry 33, 7691-7700, 1994; N. A. Glavas et al. Biochemistry 34, 7694-7702, 1995)
P D Bragg et al.
Biochimica et biophysica acta, 1365(3), 464-472 (1998-08-26)
The pyridine nucleotide transhydrogenase of Escherichia coli is a proton pump composed of two different subunits (alpha and beta) assembled as a tetramer (alpha 2 beta 2) in the cytoplasmic membrane. A series of mutants was generated in which the
James A Birrell et al.
Biochemistry, 48(50), 12005-12013 (2009-11-11)
NADH:ubiquinone oxidoreductase (complex I) is a complicated respiratory chain enzyme that conserves the energy from NADH oxidation, coupled to ubiquinone reduction, as a proton motive force across the mitochondrial inner membrane. Alternatively, NADH oxidation, by the flavin mononucleotide in complex
Thomas V Riera et al.
Biochemistry, 47(33), 8689-8696 (2008-07-23)
IMP dehydrogenase (IMPDH) catalyzes two very different chemical transformations, a dehydrogenase reaction and a hydrolysis reaction. The enzyme toggles between the open conformation required for the dehydrogenase reaction and the closed conformation of the hydrolase reaction by moving a mobile
T Bizouarn et al.
Biochimica et biophysica acta, 1322(1), 19-32 (1997-12-16)
Transhydrogenase couples the translocation of protons across a membrane to the transfer of reducing equivalents between NAD(H) and NADP(H). Using transhydrogenase from Rhodospirillum rubrum we have examined the pH dependences of the 'forward' and 'reverse' reactions, and of the 'cyclic'
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique